Key: Win : Draw : Loss
| Date | Home | Away | Ref | ||
|---|---|---|---|---|---|
| 08/08/2009 | Cheltenham | 2 | 1 | Grimsby | D Sheldrake |
| 15/08/2009 | Hereford | 1 | 1 | Cheltenham | S Bratt |
| 18/08/2009 | Rochdale | 0 | 1 | Cheltenham | A Haines |
| 22/08/2009 | Cheltenham | 4 | 5 | Bradford | G Hegley |
| 29/08/2009 | Darlington | 1 | 1 | Cheltenham | K Wright |
| 05/09/2009 | Cheltenham | 1 | 1 | Dag and Red | G Sutton |
| 12/09/2009 | Bury | 0 | 1 | Cheltenham | S Rushton |
| 19/09/2009 | Cheltenham | 1 | 1 | Rotherham | P Tierney |
| 26/09/2009 | Aldershot | 4 | 1 | Cheltenham | G Ward |
| 29/09/2009 | Cheltenham | 1 | 2 | Shrewsbury | J Waugh |
| 03/10/2009 | Cheltenham | 1 | 1 | Notts County | M Russell |
| 10/10/2009 | Accrington | 4 | 0 | Cheltenham | G Eltringham |
| 16/10/2009 | Cheltenham | 1 | 2 | Macclesfield | D Phillips |
| 24/10/2009 | Port Vale | 1 | 1 | Cheltenham | S Cook |
| 31/10/2009 | Cheltenham | 0 | 4 | Crewe | G Scott |
| 14/11/2009 | Lincoln | 1 | 1 | Cheltenham | G Salisbury |
| 21/11/2009 | Morecambe | 1 | 0 | Cheltenham | S Bratt |
| 24/11/2009 | Cheltenham | 5 | 1 | Barnet | R East |
| 01/12/2009 | Torquay | 3 | 0 | Cheltenham | C Sarginson |
| 05/12/2009 | Cheltenham | 2 | 2 | Northampton | K Evans |
| 12/12/2009 | Chesterfield | 1 | 0 | Cheltenham | O Langford |
| 26/12/2009 | Cheltenham | 0 | 1 | Bournemouth | A Hall |
| 28/12/2009 | Dag and Red | 0 | 2 | Cheltenham | K Hill |
| 02/01/2010 | Bradford | 1 | 1 | Cheltenham | C Pawson |
| 16/01/2010 | Grimsby | 0 | 0 | Cheltenham | P Tierney |
| 23/01/2010 | Cheltenham | 1 | 4 | Rochdale | G Horwood |
| 06/02/2010 | Bournemouth | 0 | 0 | Cheltenham | D Sheldrake |
| 09/02/2010 | Cheltenham | 0 | 1 | Burton | A Woolmer |
| 13/02/2010 | Barnet | 1 | 1 | Cheltenham | F Graham |
| 20/02/2010 | Cheltenham | 2 | 0 | Morecambe | A Bates |
| 23/02/2010 | Cheltenham | 1 | 1 | Torquay | K Evans |
| 27/02/2010 | Northampton | 2 | 1 | Cheltenham | T Kettle |
| 02/03/2010 | Cheltenham | 0 | 1 | Hereford | A Taylor |
| 06/03/2010 | Cheltenham | 0 | 1 | Chesterfield | A D'Urso |
| 13/03/2010 | Burton | 5 | 6 | Cheltenham | C Boyeson |
| 20/03/2010 | Cheltenham | 1 | 1 | Port Vale | G Ward |
| 27/03/2010 | Macclesfield | 1 | 0 | Cheltenham | E Ilderton |
| 03/04/2010 | Cheltenham | 1 | 0 | Lincoln | S Hooper |
| 05/04/2010 | Crewe | 1 | 2 | Cheltenham | A Haines |
| 10/04/2010 | Cheltenham | 5 | 2 | Bury | P Crossley |
| 13/04/2010 | Shrewsbury | 0 | 0 | Cheltenham | K Stroud |
| 17/04/2010 | Rotherham | 0 | 0 | Cheltenham | G Horwood |
| 20/04/2010 | Cheltenham | 3 | 3 | Darlington | R East |
| 24/04/2010 | Cheltenham | 1 | 2 | Aldershot | P Gibbs |
| 01/05/2010 | Notts County | 5 | 0 | Cheltenham | C Pawson |
| 08/05/2010 | Cheltenham | 1 | 1 | Accrington | D Deadman |